Streptomycin

Class: Aminoglycoside

Spectrum of activity:	Gram-positive  &  Gram-negative
Details of activity:	Inhibits protein synthesis by binding to the 30S subunit of the bacterial ribosome. Active against Gram-positive (incl. Mycobacterium tuberculosis) and Gram-negative bacteria
Description:	Streptomyces natural compound; human use in tuberculosis in combination, used as pesticide; off-patent
Year first mentioned:	1944
Highest developmental phase:	Approved by FDA in 1946
Development status:	Approved
Reason Dropped:	Other formulations were discontinued

Chemical structure(s):
Canonical SMILES:	C[C@H]1[C@](C=O)([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H]([C@@H]([C@H]2O)O)N=C(N)N)O)N=C(N)N)O[C@H]3[C@H]([C@@H]([C@H]([C@H](CO)O3)O)O)NC)O
Isomeric SMILES:	C[C@H]1[C@@]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H]([C@@H]([C@H]2O)O)N=C(N)N)O)N=C(N)N)O[C@H]3[C@H]([C@@H]([C@H]([C@@H](O3)CO)O)O)NC)(C=O)O
InChI:	InChI=1S/C21H39N7O12/c1-5-21(36,4-30)16(40-17-9(26-2)13(34)10(31)6(3-29)38-17)18(37-5)39-15-8(28-20(24)25)11(32)7(27-19(22)23)12(33)14(15)35/h4-18,26,29,31-36H,3H2,1-2H3,(H4,22,23,27)(H4,24,25,28)/t5-,6-,7+,8-,9-,10-,11+,12-,13-,14+,15+,16-,17-,18-,21+/m0/s1
InChI Key:	UCSJYZPVAKXKNQ-HZYVHMACSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/19649

External links:
Guide to Pharmacology:	streptomycin
Main Source:	https://pubmed.ncbi.nlm.nih.gov/1882032/
Citations:	https://pubmed.ncbi.nlm.nih.gov/36209173/ https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3290537/ https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8701281/